Extraction and separation of free hydroxyquinone components in the cane.

the roots and roots of polygonumcus pidatum siedet Zucc. Alias yin and yang lotus, flower-spotted bamboo. Bitter taste, slightly cold sex. Can clear the heat detoxification, rheumatism, diuretic, phlegm, cough, menstruation and so on. Mainly used for wet and hot jaundice, rheumic paralytic pain, under the turbid band, ambly closed, scalding.
cane contains more hydroxyquinone and styrene components. Among them, there are mainly large yellow, large yellow, large yellow-6-methyl ether, large yellow 3-D-glucosine and β-glutasterol, tantatin and so on. The main pharmacological effects of tiger cane are antibacterial, antiviral and anti-cough flat wheezing, commonly used to treat acute inflammation, burns, hepatitis, bronchitis and so on.structure and properties of the main components in the tiger cane
1. Emodin: orange-yellow long needle crystal (crystallization in acetone is orange, crystallization in methanol is yellow), mp256-257 degrees C. Insoluble in water, the solubility of the following solvents is: carbon tetrachloride 0.01%, chloroform 0.0718%, carbon dithione 0.009%, ether 0.14%, benzene 0.0415. Soluble in ethanol, soluble in ammonia, sodium carbonate and sodium hydroxide solution.
2. Chrysophanol: Golden hexagonal flaky crystallization (crystallization in acetone) or needle crystallization (crystallization in ethanol). mp 196 degrees C, can sublimation. Easily soluble in ether, chloroform, benzene, ice acetic acid, ethanol, slightly soluble in methanol, insoluble in petroleum ether, insoluble in water, sodium bicarbonate and sodium carbonate water solution. Soluble sodium hydroxide aqueous solution and sodium thermocarbonate water solution.
3. Large lutin 6-methyl ether, (Emodinmonomethl ether): golden needle crystal, mp207 degrees C, can sublimation. Soluble in sodium hydroxide aqueous solution with a solubility similar to that of jaundol.
4. Large yellow xylitone 6-methyl ether 6-D-glucosine (Anthraglycosibe A): Yellow needle crystal (crystallization in thin methanol) mp230-232 degrees C.
5. Large xylutin 3-D-Glucoside (Anthraglycoside B): Light yellow needle crystals (crystals in thin ethanol contain 1 molecule of water mp190-191 degrees C).6. Resveratrol: colorless needle crystallization, mp256-257 degrees C, 216 degrees C sublimation, soluble in ether, chloroform, methanol, ethanol, acetone, etc.7. Resveratrol glucose glycoside (polydotinpeceid): colorless particle-like crystallization, double melting point is 130-140 degrees C225 to 226 degrees C, soluble in methanol, ethanol, acetone, hot water, soluble in ethyl acetate, soluble in sodium carbonate and sodium hydroxide solution, slightly soluble in cold water, difficult to dissolve ether ether.8. β-glutasterol 9. Quintin: is a reduced quinine, soluble in alcohol and water, insoluble in benzene, ether, chloroform and so on.another. Tiger cane leaves, stem contains a small amount of hydroxyquinone
compounds
,
organic
acid, quercetin, isocleloside, tiger cane flavonoid, lentil glycoside, cane peach and glycoside, Vtio and so on.principle:
hydroxyquine compounds and styrene components can be dissolved in ethanol, so they can be taken out with ethanol. Hydroxyquinol is soluble in weak polar solvents such as ether, resveratrol glycoside in ether solubility is very small, using their solubility differences in ether to separate hydroxyquinol and resveratrol glycoside, and then use the structure of each hydroxyquinone different performance acidity, using PH gradient extraction method to separate them.experimental method:
(i) extraction of
ethanol total
extract
preparation: take 200g of tiger stick coarse powder, reflow in 1000ml round bottom
shot
, add 500ml ethanol for the first time Reflow for one hour, the second add 300 ml ethanol reflow 30 minutes, the third add 250 ml ethanol reflow 30 minutes, merge three ethanol extract, place, if there is precipitation can be
filtration
once, filter decompression recovery ethanol to dry, to paste.(ii) Separation
1. Separation of fat-pro-fat and hydrophobic ingredients:
adds 10 ml of water to the above paste, 100ml of ether is fully shaken and placed, and ether is poured into a 500ml triangular bottle (water layer cannot be poured out), Then add 50 ml ether shake in the can, place, pour out ether liquid, the same method of operation six times, the combined ether liquid is a fat-pro-fat component - total free tantalum, ether extracted in the remaining content containing water-soluble components.2. Free lye separation:
(1) high score of strong acidic components: the above-mentioned ether liquid containing total free tantalum in 100 ml of fluid
fleet
, plus 5% sodium bicarbonate solution 40 ml extraction (measure 5% sodium bicarbonate PH value), placed so that sufficient layering, if extracted during the acetylene Ether volatilization can be supplemented, divided out of alkaline water solution with the method of extraction of secondary, combined alkali water extraction, in stirring slowly drip plus 6N hydrochloric acid to pH2 attention to observe color changes, a little placement can be precipitated precipitation, filtration, water washing precipitation neutral, the precipitation on the surface device
driding
, strong acidic composition.
(2) Medium acidic component - separation of large yellowtin: sodium bicarbonate extracted ether solution with 5% sodium carbonate solution (measured 5% sodium carbonate water solution pH) extracted 5 to 9 times, each 40 ml, until the extract is shallow. Combine sodium carbonate extract, carefully add hydrochloric acid to tune pH3, place, filter, wash precipitation to neutral, dry, dry weighing. Recrystrystalline with methanol chloroform or benzene chloroform (1:1), a mixture of large yellow phenol and large xantlutin 6-methyl ether.note Note: large flaxol and large flaxsine 6-methyl ether are more difficult to separate from each other, in this experiment under thin layer conditions for the same spot, can be used for columnal analysis with calcium phosphate, with petroleum ether washed out, lower yellow band washed away, with methanol recrystry can be large yellow phenol, upper yellow band washed off with methanol recrystamine can be large yellow 6-methylene ether.
(3) neutral ingredient - sterol compound separation: sodium hydroxide extracted ether solution, washed to neutral with water, dehydrated with waterless sodium sulfate, recovered ether residue, with methanol heat-dissolved secondary (10 ml, 5 ml) filtration combined with meth Alcohol liquid, concentrate, place crystallization, filter precipitation and wash with a small amount of petroleum ether, and then recrystrystry with methanol, get β-glutol, mp136 to 137 degrees C, take a little crystallization, do acetic anhydride - concentrated sulfuric acid reaction, observe the phenomenon. (iii) Identification
1. Chemical detection: take a little jaundol, large yellow phenol, etc. , dissolved with ether, do the following reaction:
A: Lye test: take the test fluid 1 ml, plus 20% NaOH drops, observe the color.
B. Magnesium acetate reaction: take samples of 1 ml, add magnesium acetate
reagents
drops, observe the bag. 2. Thin layer identification:
adsorbent: silicone-CMC
expander: C6H6-EtoAc (3:2 or 97:9).
colorant: (1) ammonia vapor fumigation. (2) 5% KOH spray.
.